Hydrochloric Acid → HCID 22721777, compound

HRID 1581617Notes

Reaction equation

HRID 1581617 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21]([CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=4)[CH2:25][CH2:24]3)=[O:22])[CH:17]([C:35]([O:37]C)=[O:36])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.[OH-].[Na+].Cl>CO>[C:35]([CH:17]1[CH2:16][N:15]([S:12]([C:7]2[CH:6]=[CH:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=3)[CH:8]=2)(=[O:13])=[O:14])[CH2:20][CH2:19][N:18]1[C:21]([CH:23]1[CH2:28][CH2:27][N:26]([C:29]2[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=2)[CH2:25][CH2:24]1)=[O:22])([OH:37])=[O:36]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22721885HCID 22721885, compound

Product 1

HCID 22721777HCID 22721777, compoundYield 116.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-(6-chloronaphth-2-ylsulphonyl)-2-methoxycarbonyl-1-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine (0.362 g), 1N aqueous sodium hydroxide solution (1.3 ml) and methanol (5 ml) was stirred and heated to reflux for 30 minutes. The mixture was acidified by the addition of 2N aqueous hydrochloric acid (2 ml) and evaporated. The residue was dried to give 2-carboxy-4-(6-chloronaphth-2-ylsulphonyl)-1-[1-(4-pyridyl)piperidin-4-ylcarbonyl]piperazine (0.41 g);

Workup

  1. temperatureheated
  2. temperatureto reflux for 30 minutes
  3. customevaporated
  4. customThe residue was dried

Sources & evidence

ORD record
ord-4e6e13e2a99044868de10341a90c07e8
Source dataset
uspto-grants-2004_05
Patent number
US06730672B2

Reaction notes

Loading…